HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzhydrylamine → BocLys(Fmoc) Benzhydrylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzhydrylamine | HCID 7036 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | (2S)-2-(((tert-butoxy)carbonyl)amino)-6-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hexanoic acid | HCID 10983524 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | BocLys(Fmoc) Benzhydrylamine | HCID 131720885 | — |
Reaction Steps
Benzhydrylamine resin (3.0 g, 0.74 meq/g resin, 2.2 meq) was washed with 30 mL each of DCM, methanol (MeOH), DCM, 5% diisopropylethylamine (DIEA) in DCM (×2) DCM, and NMP (×2). BocLys(Fmoc) (1.14 g, 2.4 mmol), HBTU (0.91 g, 2.4 mmol), HOBt (0.37 g, 2.4 mmol) were dissolved in NMP (15 mL) to which was added NMM (0.51 mL, 3.63 mmol) and solution was preactivated for 5 minutes. This solution was added to the swelled resin and allowed to stir for 5 minutes. The resultant BocLys(Fmoc)-resin was washed with NMP (2×1 min) and DCM (3×1 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05824483 |
| Source dataset | uspto-grants-1998_10 |
| ORD ID | ord-c352eed815dd4877a054493e6496ccb9 |
| Source note | uspto-grants-1998_10 |